CHEBI:139505 - baeocystin

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ChEBI Name baeocystin
Definition A tryptamine alkaloid that is N-methyltryptamine carrying an additional phosphoryloxy substituent at position 4.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C11H15N2O4P
Net Charge 0
Average Mass 270.222
Monoisotopic Mass 270.07694
InChI InChI=1S/C11H15N2O4P/c1-12-6-5-8-7-13-9-3-2-4-10(11(8)9)17-18(14,15)16/h2-4,7,12-13H,5-6H2,1H3,(H2,14,15,16)
Metabolite of Species Details
Pluteus salicinus (NCBI:txid181533) Found in fruit body (BTO:0000487). See: PubMed
Psilocybe cubensis (NCBI:txid181762) See: PubMed
Psilocybe semilanceata (NCBI:txid181775) See: PubMed
Panaeolus subbalteatus (NCBI:txid209655) See: PubMed
Psilocybe samuiensis (NCBI:txid381285) See: PubMed
Inocybe aeruginascens (NCBI:txid755238) Found in fruit body (BTO:0000487). See: PubMed
Psilocybe cyanescens (NCBI:txid93625) See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): hallucinogen
Drugs capable of inducing illusions, hallucinations, delusions, paranoid ideations and other alterations of mood and thinking.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing baeocystin (CHEBI:139505) has functional parent tryptamine (CHEBI:16765)
baeocystin (CHEBI:139505) has role fungal metabolite (CHEBI:76946)
baeocystin (CHEBI:139505) has role hallucinogen (CHEBI:35499)
baeocystin (CHEBI:139505) is a organic phosphate (CHEBI:25703)
baeocystin (CHEBI:139505) is a secondary amino compound (CHEBI:50995)
baeocystin (CHEBI:139505) is a tryptamine alkaloid (CHEBI:48274)
baeocystin (CHEBI:139505) is conjugate acid of baeocystin(1−) (CHEBI:139071)
Incoming baeocystin(1−) (CHEBI:139071) is conjugate base of baeocystin (CHEBI:139505)
3-[2-(methylamino)ethyl]-1H-indol-4-yl dihydrogen phosphate
Synonyms Sources
4-hydroxy-N-methyltryptamine 4-phosphate ChEBI
4-hydroxy-N-methyltryptamine phosphate ChEBI
N-desmethylpsilocybin ChEBI
Manual Xref Database
CPD-20579 MetaCyc
View more database links
Registry Numbers Types Sources
21420-58-6 CAS Registry Number ChemIDplus
488756 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17269025 PubMed citation Europe PMC
17269094 PubMed citation Europe PMC
17342589 PubMed citation Europe PMC
2614674 PubMed citation Europe PMC
28929753 PubMed citation Europe PMC
556766 PubMed citation Europe PMC
5684732 PubMed citation Europe PMC
600026 PubMed citation Europe PMC
6067681 PubMed citation Europe PMC
7967658 PubMed citation Europe PMC
8207663 PubMed citation Europe PMC
9511859 PubMed citation Europe PMC
Last Modified
22 January 2018